Sail Charter International - Your Sailing Holidays in the Caribbeans
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Sailing in the Caribbean

The Caribbean Sea – between the two Americas – exquisite, beautiful, wondrous, enchanting and notorious all at the same time. From the Bahamas in the north, all around the island chain to the southern American continent – with thousands of islands and natural beauty to be marvelled at, this is a sailing area which can be indefinitely explored for many many seasons. 

At Sail Charter International we can sourced the best charter options all around this central American region and even down southwards to Brazil… have a look at the countries, marvel at the islands and sailing areas and then… just tell us what you want and we can make it come true.

The Caribbean has been a truly year-long destination, however more and more, it is becoming a preferred destination for the traditionally winter months from December through to April. Taking a festive season yacht holiday is now a really popular option for many, while others prefer the new year and early Spring. Later through Spring and into early summer, from late March through June, with the really much calmer weather, there are many many anchorages to explore.  Whichever your preference – you can be sure that the welcoming people, islands, waters and atmosphere will be truly enchanting and leave you with memories to cherish life-long.


Cuba, to the north of  the Caribbean Sea, offers beautiful beaches, secluded natural bays and water of the highest quality. Sailing in Cuba surpasses all sailors’ desires: year-round favourable warm weather, constant winds, unique natural beauties and a reliable nautical infrastructure, which is specifically promoted and constantly expanded by the Cuban state.

Cienfuegos – our base – is known as “The Pearl of the South” and it offers all the services of a modern marina as a base for your sailing trip, but also the liveliness of a normal Cuban city. Its location, in a wide deep protected bay, with good approach entries makes Cienfuegos an important port city, second only to Havana. It retains the beauty of its rich architectural heritage as a 19th century colonial town and hosts many of Cuba’s most famous architectural monuments. Since July 2005, Cienfuegos has been a UNESCO World Heritage Site.

British Virgin Islands

The British Virgin Islands, part of a volcanic archipelago in the Caribbean, is a British overseas territory, comprising 4 main islands and many smaller ones and known for its reef-lined beaches and as an especially desirable yachting destination. The largest island, Tortola, is home to the capital, Road Town, and can be considered to be the yacht charter capital of the Caribbean. Sailing is relatively easy and ideal for families, groups and couples, the BVI offers easy deep-water island hops, line-of-sight navigation and plentiful sheltered anchorages.

The BVIs are a paradise for sailing, having year-round warm weather, steady winds and calm, crystal clear blue waters. There’s the rainforest-filled Sage Mountain National Park on Tortola, then on Virgin Gorda island is the Baths, a labyrinth of beachside boulders. Through the whole of the BVI chain, you’ll find sheltered harbours, sun-soaked beaches, pirate treasures, beaches bars on Norman Island and jaw-dropping shipwrecks and tropical sea life while diving Anegada, the BVI’s unique coral atol.

Enjoy a skippered sailing week exploring the island chain, with its white sandy beaches, warm sea water temperature fantastic for swimming and diving, safe anchorage bays, amazing nature… and so much more…